After restoring 120 Gig Ipod classic, Keep getting random Sync errors?

So, I was using a third party software called Media Monkey to tag some album art on my ipod. For whatever reason my the program kept closing out and crashing. Eventually it crashed so hard that it wiped my entire library of music. After some failed attempts to save my music by taking it off of the hidden ipod_Control folder, I gave up and restored it. After the restore, whenever I attempt to add music I keep getting random numbered sync errors (for example -50, -1303.-69,-53). This is only after I add about 3 or 4 gigs of space. (I tired re adding the music album by album and still have the same issue after only 2 gigs of space.) I  have NEVER had a problem with this ipod before, it's not even 4 months old yet so i'm not sure what is going on here. I have called apple three times (all i'm told is if I want actually help and not articles that i've already used, I have to pay.) I have tired making it a disk drive but itunes still treats my ipod like it's an ipod and not a disk drive. Any help would be REALLY nice. Thank you for reading! I've also restore my ipod multiple times as well.

Hopefully it is only a filesystem corrupted by conflicting Apps.
Try to fix the iPod filesystem, using  Properties->Tools->error checking.
Then Restore the iPod.
if then doesn't work, do the iPod Disk Diagnostics, as posted by tt2, it wont fix your problem , but helps in troubleshooting.
Good Luck!

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